Amazing Race near Westwinds, Maryland

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Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

Embark on a thrilling adventure in Annapolis! Unravel the city's rich history, from its days as the US capital to its vibrant present. Discover the tales of Princess Anne, Abraham Lincoln, and Duke Ellington. Marvel at the city's architectural wonders, learn about the oldest living people in Maryland, and even snap a selfie with your favorite statue. Uncover secrets of the past and solve riddles that will challenge your mind. This is Annapolis like you've never seen it before!

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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Westwinds

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Fun fun fun! great way to experience a new area!

Rhonda R.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © Bowers33

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Puzzling Adventures Highlights

Exploration
Outdoor activity
No reservations
Kid friendly
Photo Challenges
Enriching
Accessible
Flat rate price
Informative
Team building
250+ Locations

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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directions

25 Northwest St., Annapolis, MD 21401

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Directory

Amazing Race

Lindamoor On The Severn Amazing Race Painters Hill Amazing Race Rundelac Farm Amazing Race Gentry Amazing Race Mariners Cove Amazing Race Hickory Hills Amazing Race Greenbriar Amazing Race Keys Farm Amazing Race Severn Forest Amazing Race Hillsmere Shores Amazing Race West Woods Amazing Race Annapolis Amazing Race Romar Estates Amazing Race Elktonia Amazing Race Annapolis Overlook Amazing Race Primrose Acres Amazing Race Forest Villa Amazing Race The Courtyards Amazing Race Knightsbridge Amazing Race Wilshire Amazing Race Town Home Village Amazing Race Weems Creek Amazing Race Baytowne Village Amazing Race Browns Woods Villa Amazing Race Eatons Landing Amazing Race Dellwood Amazing Race Timber Creek Amazing Race Brice Manor Amazing Race Cedarwood Cove Amazing Race Manresa Amazing Race Loretta Heights Amazing Race West Annapolis Amazing Race Robinwood Amazing Race Browns Woods Amazing Race Sturbridge Amazing Race Indian Hills Amazing Race Victor Haven Amazing Race The Ridings Amazing Race Captains Walk Amazing Race Great Meadows Amazing Race Colony Hills Amazing Race Round View Amazing Race Martins Cove Farm Amazing Race Wetheridge Estates Amazing Race Watergate Village Amazing Race Lincoln Heights Amazing Race Parole Amazing Race Luce Creek Amazing Race Pines On Severn Amazing Race Bay View Heights Amazing Race Annapolis Roads Amazing Race Forest Meadows Amazing Race Dreams Landing Amazing Race Colonial Manor Estates Amazing Race Homewood Amazing Race Mariners Point Amazing Race Beechwood On The Burley Amazing Race Eastport Amazing Race Greenbriar Gardens Amazing Race Hunt Meadows Amazing Race Providence Historical Amazing Race Lands End Amazing Race Heritage Amazing Race The Village Amazing Race Threemile Oak Corner Amazing Race Pendennis Mount Amazing Race Naval Academy Amazing Race Bywater Estates Amazing Race Westwinds Amazing Race Admiral Heights Amazing Race Dorsey Heights Amazing Race New Point Amazing Race Providence Cove Amazing Race Riverview Manor Amazing Race Severn Grove Amazing Race Tyler Heights Amazing Race Anchorage Amazing Race Captains Choice Amazing Race Wardour Bluffs Amazing Race Dulls Corner Amazing Race Eastport Terrace Amazing Race Winchester Amazing Race Old Annapolis Neck Amazing Race Ferry Farms Amazing Race Harkness Creek Park Amazing Race Wilelinor Estates Amazing Race Hidden Point Amazing Race Bancroft Amazing Race Bloomsbury Square Amazing Race Georgetown East Amazing Race Winchester On The Severn Amazing Race Severnside Amazing Race Market Quay Amazing Race Harness Woods Amazing Race The Meadows Amazing Race Bay Ridge Junction Amazing Race Bembe Beach Amazing Race Bestgate Terrace Amazing Race Truxton Heights Amazing Race Wardour Amazing Race

Treasure Hunt

Forest Villa Treasure Hunt Indian Hills Treasure Hunt Brice Manor Treasure Hunt Luce Creek Treasure Hunt Knightsbridge Treasure Hunt Colonial Manor Estates Treasure Hunt Providence Historical Treasure Hunt Dellwood Treasure Hunt Bembe Beach Treasure Hunt Sturbridge Treasure Hunt Elktonia Treasure Hunt Keys Farm Treasure Hunt Harkness Creek Park Treasure Hunt Eatons Landing Treasure Hunt Pines On Severn Treasure Hunt Primrose Acres Treasure Hunt Robinwood Treasure Hunt Wilshire Treasure Hunt Cedarwood Cove Treasure Hunt Bancroft Treasure Hunt Harness Woods Treasure Hunt Weems Creek Treasure Hunt Dreams Landing Treasure Hunt Hickory Hills Treasure Hunt The Courtyards Treasure Hunt Market Quay Treasure Hunt Manresa Treasure Hunt Bestgate Terrace Treasure Hunt Wardour Treasure Hunt Naval Academy Treasure Hunt Providence Cove Treasure Hunt Loretta Heights Treasure Hunt Winchester On The Severn Treasure Hunt Mariners Cove Treasure Hunt Truxton Heights Treasure Hunt Browns Woods Treasure Hunt Old Annapolis Neck Treasure Hunt The Village Treasure Hunt Severn Forest Treasure Hunt Painters Hill Treasure Hunt Bay View Heights Treasure Hunt West Woods Treasure Hunt Captains Walk Treasure Hunt Romar Estates Treasure Hunt Annapolis Treasure Hunt Winchester Treasure Hunt Watergate Village Treasure Hunt Severnside Treasure Hunt Round View Treasure Hunt Pendennis Mount Treasure Hunt Eastport Treasure Hunt Great Meadows Treasure Hunt Greenbriar Gardens Treasure Hunt West Annapolis Treasure Hunt Wetheridge Estates Treasure Hunt Town Home Village Treasure Hunt Rundelac Farm Treasure Hunt The Meadows Treasure Hunt Annapolis Overlook Treasure Hunt Ferry Farms Treasure Hunt Dulls Corner Treasure Hunt Hunt Meadows Treasure Hunt Tyler Heights Treasure Hunt Baytowne Village Treasure Hunt Severn Grove Treasure Hunt Annapolis Roads Treasure Hunt Captains Choice Treasure Hunt Parole Treasure Hunt Victor Haven Treasure Hunt Westwinds Treasure Hunt Hidden Point Treasure Hunt Beechwood On The Burley Treasure Hunt New Point Treasure Hunt Lindamoor On The Severn Treasure Hunt Georgetown East Treasure Hunt The Ridings Treasure Hunt Gentry Treasure Hunt Bywater Estates Treasure Hunt Mariners Point Treasure Hunt Greenbriar Treasure Hunt Threemile Oak Corner Treasure Hunt Colony Hills Treasure Hunt Eastport Terrace Treasure Hunt Anchorage Treasure Hunt Lincoln Heights Treasure Hunt Heritage Treasure Hunt Hillsmere Shores Treasure Hunt Bloomsbury Square Treasure Hunt Wilelinor Estates Treasure Hunt Timber Creek Treasure Hunt Martins Cove Farm Treasure Hunt Bay Ridge Junction Treasure Hunt Forest Meadows Treasure Hunt Wardour Bluffs Treasure Hunt Lands End Treasure Hunt Admiral Heights Treasure Hunt Browns Woods Villa Treasure Hunt Dorsey Heights Treasure Hunt Homewood Treasure Hunt Riverview Manor Treasure Hunt

Walking Tour

Anchorage Walking Tour Rundelac Farm Walking Tour The Meadows Walking Tour Browns Woods Villa Walking Tour Eastport Terrace Walking Tour Elktonia Walking Tour Dulls Corner Walking Tour Hillsmere Shores Walking Tour Martins Cove Farm Walking Tour Heritage Walking Tour Timber Creek Walking Tour Bancroft Walking Tour Gentry Walking Tour Bloomsbury Square Walking Tour Hickory Hills Walking Tour Captains Choice Walking Tour Beechwood On The Burley Walking Tour Indian Hills Walking Tour Colony Hills Walking Tour Luce Creek Walking Tour Wardour Bluffs Walking Tour Mariners Cove Walking Tour Eastport Walking Tour Winchester On The Severn Walking Tour Severnside Walking Tour Captains Walk Walking Tour Lindamoor On The Severn Walking Tour Dorsey Heights Walking Tour Annapolis Roads Walking Tour Victor Haven Walking Tour West Woods Walking Tour Weems Creek Walking Tour Providence Historical Walking Tour Naval Academy Walking Tour Town Home Village Walking Tour Forest Meadows Walking Tour Threemile Oak Corner Walking Tour Colonial Manor Estates Walking Tour Sturbridge Walking Tour Watergate Village Walking Tour Winchester Walking Tour Manresa Walking Tour Severn Forest Walking Tour Bay View Heights Walking Tour Admiral Heights Walking Tour Mariners Point Walking Tour Wetheridge Estates Walking Tour Eatons Landing Walking Tour The Ridings Walking Tour Ferry Farms Walking Tour Lands End Walking Tour Annapolis Overlook Walking Tour Parole Walking Tour Dreams Landing Walking Tour Baytowne Village Walking Tour Dellwood Walking Tour Harkness Creek Park Walking Tour The Courtyards Walking Tour Loretta Heights Walking Tour Tyler Heights Walking Tour Hidden Point Walking Tour Hunt Meadows Walking Tour Riverview Manor Walking Tour Wilelinor Estates Walking Tour Bestgate Terrace Walking Tour Knightsbridge Walking Tour Market Quay Walking Tour The Village Walking Tour Greenbriar Gardens Walking Tour Romar Estates Walking Tour Forest Villa Walking Tour Truxton Heights Walking Tour Robinwood Walking Tour Bay Ridge Junction Walking Tour Keys Farm Walking Tour Bembe Beach Walking Tour Pines On Severn Walking Tour Primrose Acres Walking Tour New Point Walking Tour Annapolis Walking Tour Westwinds Walking Tour Bywater Estates Walking Tour Greenbriar Walking Tour Round View Walking Tour Wilshire Walking Tour Harness Woods Walking Tour Great Meadows Walking Tour Severn Grove Walking Tour Old Annapolis Neck Walking Tour Pendennis Mount Walking Tour Brice Manor Walking Tour Painters Hill Walking Tour Homewood Walking Tour Browns Woods Walking Tour Cedarwood Cove Walking Tour Lincoln Heights Walking Tour Providence Cove Walking Tour Georgetown East Walking Tour West Annapolis Walking Tour Wardour Walking Tour

Scavenger Hunt

Parole Scavenger Hunt Providence Historical Scavenger Hunt Knightsbridge Scavenger Hunt Round View Scavenger Hunt West Woods Scavenger Hunt Beechwood On The Burley Scavenger Hunt Browns Woods Scavenger Hunt Hickory Hills Scavenger Hunt Forest Villa Scavenger Hunt Bywater Estates Scavenger Hunt Pines On Severn Scavenger Hunt Annapolis Roads Scavenger Hunt Market Quay Scavenger Hunt Old Annapolis Neck Scavenger Hunt Luce Creek Scavenger Hunt Pendennis Mount Scavenger Hunt Bay Ridge Junction Scavenger Hunt Captains Choice Scavenger Hunt Keys Farm Scavenger Hunt Wardour Scavenger Hunt The Village Scavenger Hunt Painters Hill Scavenger Hunt Romar Estates Scavenger Hunt Baytowne Village Scavenger Hunt Cedarwood Cove Scavenger Hunt Anchorage Scavenger Hunt Dulls Corner Scavenger Hunt Hillsmere Shores Scavenger Hunt Wetheridge Estates Scavenger Hunt Indian Hills Scavenger Hunt Robinwood Scavenger Hunt Bay View Heights Scavenger Hunt Providence Cove Scavenger Hunt Westwinds Scavenger Hunt Lincoln Heights Scavenger Hunt Wilshire Scavenger Hunt Homewood Scavenger Hunt Lindamoor On The Severn Scavenger Hunt The Ridings Scavenger Hunt Weems Creek Scavenger Hunt Greenbriar Scavenger Hunt Forest Meadows Scavenger Hunt Ferry Farms Scavenger Hunt The Meadows Scavenger Hunt Naval Academy Scavenger Hunt Lands End Scavenger Hunt Winchester On The Severn Scavenger Hunt Truxton Heights Scavenger Hunt Colony Hills Scavenger Hunt Rundelac Farm Scavenger Hunt Wilelinor Estates Scavenger Hunt Elktonia Scavenger Hunt Captains Walk Scavenger Hunt Eastport Terrace Scavenger Hunt Heritage Scavenger Hunt Severnside Scavenger Hunt Hidden Point Scavenger Hunt Colonial Manor Estates Scavenger Hunt Loretta Heights Scavenger Hunt Harness Woods Scavenger Hunt Bancroft Scavenger Hunt Eastport Scavenger Hunt Brice Manor Scavenger Hunt Great Meadows Scavenger Hunt Bestgate Terrace Scavenger Hunt Hunt Meadows Scavenger Hunt Wardour Bluffs Scavenger Hunt New Point Scavenger Hunt Dellwood Scavenger Hunt Severn Forest Scavenger Hunt Annapolis Overlook Scavenger Hunt Tyler Heights Scavenger Hunt Martins Cove Farm Scavenger Hunt Bloomsbury Square Scavenger Hunt Winchester Scavenger Hunt Riverview Manor Scavenger Hunt Sturbridge Scavenger Hunt Threemile Oak Corner Scavenger Hunt Timber Creek Scavenger Hunt Mariners Cove Scavenger Hunt Mariners Point Scavenger Hunt The Courtyards Scavenger Hunt Primrose Acres Scavenger Hunt Browns Woods Villa Scavenger Hunt Bembe Beach Scavenger Hunt Admiral Heights Scavenger Hunt Severn Grove Scavenger Hunt Watergate Village Scavenger Hunt West Annapolis Scavenger Hunt Harkness Creek Park Scavenger Hunt Dorsey Heights Scavenger Hunt Dreams Landing Scavenger Hunt Town Home Village Scavenger Hunt Eatons Landing Scavenger Hunt Victor Haven Scavenger Hunt Annapolis Scavenger Hunt Gentry Scavenger Hunt Greenbriar Gardens Scavenger Hunt Manresa Scavenger Hunt Georgetown East Scavenger Hunt

Escape Room

Great Meadows Escape Room Mariners Point Escape Room Severn Forest Escape Room Parole Escape Room Harness Woods Escape Room Providence Historical Escape Room The Village Escape Room Lindamoor On The Severn Escape Room Lincoln Heights Escape Room Martins Cove Farm Escape Room Cedarwood Cove Escape Room Truxton Heights Escape Room Anchorage Escape Room Market Quay Escape Room Westwinds Escape Room Old Annapolis Neck Escape Room Georgetown East Escape Room Annapolis Roads Escape Room Winchester Escape Room Greenbriar Gardens Escape Room Primrose Acres Escape Room Dorsey Heights Escape Room Bembe Beach Escape Room Eatons Landing Escape Room Indian Hills Escape Room Mariners Cove Escape Room Threemile Oak Corner Escape Room Harkness Creek Park Escape Room Colony Hills Escape Room Sturbridge Escape Room Providence Cove Escape Room Homewood Escape Room Round View Escape Room Colonial Manor Estates Escape Room Severnside Escape Room Captains Walk Escape Room Wilshire Escape Room Town Home Village Escape Room Bestgate Terrace Escape Room Bancroft Escape Room Forest Meadows Escape Room Romar Estates Escape Room Elktonia Escape Room Loretta Heights Escape Room Wetheridge Estates Escape Room Watergate Village Escape Room New Point Escape Room Bloomsbury Square Escape Room Rundelac Farm Escape Room Forest Villa Escape Room Manresa Escape Room Knightsbridge Escape Room Hunt Meadows Escape Room Timber Creek Escape Room Weems Creek Escape Room Lands End Escape Room Browns Woods Escape Room Hickory Hills Escape Room The Meadows Escape Room Annapolis Escape Room Dulls Corner Escape Room Hidden Point Escape Room Painters Hill Escape Room Pendennis Mount Escape Room Bay Ridge Junction Escape Room Bay View Heights Escape Room Robinwood Escape Room Wardour Escape Room Annapolis Overlook Escape Room West Annapolis Escape Room Ferry Farms Escape Room Greenbriar Escape Room Gentry Escape Room Luce Creek Escape Room Naval Academy Escape Room Baytowne Village Escape Room Eastport Terrace Escape Room Keys Farm Escape Room The Ridings Escape Room Pines On Severn Escape Room Winchester On The Severn Escape Room Bywater Estates Escape Room Hillsmere Shores Escape Room Wardour Bluffs Escape Room Admiral Heights Escape Room Wilelinor Estates Escape Room Beechwood On The Burley Escape Room Tyler Heights Escape Room Brice Manor Escape Room Victor Haven Escape Room Severn Grove Escape Room Captains Choice Escape Room Eastport Escape Room The Courtyards Escape Room Riverview Manor Escape Room Dreams Landing Escape Room Browns Woods Villa Escape Room Heritage Escape Room Dellwood Escape Room West Woods Escape Room

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